A waterfront with a pier, calm water, and houses with palm trees in the background.

Sugarloaf Key Hotel Guide - Hotels with Restaurant in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key Hotels with Restaurant

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Sugarloaf Key hotels with a restaurant

A waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
morgan
€119
includes taxes & fees
15 Nov - 16 Nov
Sugar Loaf Lodge
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
€140
includes taxes & fees
17 Nov - 18 Nov
Looe Key Reef Resort
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A clear view of turquoise ocean water and a blue sky with clouds.

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
€175
includes taxes & fees
27 Oct - 28 Oct
Hilton Key West Resort & Marina
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'
Sports facility

4. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Eli
€132
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Key West / The Keys Collection
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
€150
includes taxes & fees
27 Oct - 28 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a balcony, a bed, a desk, and two chairs.
A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

6. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
Canada
Erika
€170
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Key West FL
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
€166
includes taxes & fees
16 Nov - 17 Nov
The Perry Hotel & Marina Key West
Pool
A couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

8. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
€176
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A person standing by a window overlooking a beach with palm trees and the ocean.
A beach with a palm tree and two chairs.

9. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
€260
includes taxes & fees
30 Oct - 31 Oct
Margaritaville Beach House Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A spacious lobby with a marble floor, leather sofas, and large potted plants.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

10. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Deana
€203
includes taxes & fees
27 Oct - 28 Oct
Beachside Resort & Residences
View all properties

Top Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"👍"
Peter 1-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"This resort has everything with the best hospitality! I highly recommend this resort for anyone that wants to enjoy Key West with total relaxation! 😎"
Nikki 5-night trip
Posted 6 hours ago
Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"The hotel location, cleanliness and view are awesome. No complaints about anything. The unlimited cold water bottles were icing on the cake. If I’m so happy with a partial sea view room, I’ll be even happier with an oceanfront room. Maybe next time."
Vivek 2-night trip
Posted 11 hours ago
Opal Key Resort & Marina, Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."
Brigida 2-night trip
Posted 1 day ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."
Rebecca 3-night trip
Posted 1 day ago
Beachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property"
Charlene 3-night trip
Posted 1 day ago
Casa Marina Key West, Curio Collection by Hilton

Frequently asked questions

How much do hotels with dining in Sugarloaf Key cost?
The price for hotels in Sugarloaf Key ranges from €119 to €260 per night. Expedia has unbeatable deals on properties with restaurants or in popular dining areas that'll please both your taste buds and bank account. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with dining in Sugarloaf Key?
If you're planning an escape in Sugarloaf Key and searching for a family-friendly hotel with dining, you can't beat Looe Key Reef Resort. This 2.5-star option has a nearby beach and a kids' menu. After checking in and chilling together in your home away from home, it's time to hit the road and visit some of the local sights. Florida Keys Beaches and Sugarloaf Beach are just two family-friendly attractions in Sugarloaf Key.
Why book your hotel with restaurants in Sugarloaf Key with Expedia?
With Expedia, it's a cinch to find your ideal hotel with restaurants in Sugarloaf Key. Find your way to the filters to search for stays with a restaurant on-site. If you have a fixed budget, choose how much you're willing to spend and the star rating of your hotel. We'll help you find the right stay whatever your bank balance or tastes.
How can I find cheap hotels with restaurants in Sugarloaf Key?
Expedia can help you track down cheap hotels with restaurants in Sugarloaf Key. Try our helpful filter tools to look up stays with restaurants or delicious extras, like included breakfast. You can also choose how much you want to spend per night and your preferred hotel star rating to minimize costs.
What is there to do in Sugarloaf Key near my hotel with restaurants?
If you're eager to discover the best of Sugarloaf Key, Florida Keys Beaches is the perfect place to start.

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